20 Oakland Street, Wellesley, MA 02481

$3,690,000

Search Again

**ENTRANCE @ 367 WORCESTER STREET** This stunning 6,500 sq ft colonial blends timeless design & modern luxury. Set back from Worcester Street, the home features a dramatic 2-story foyer, white oak floors, soaring ceilings & sunlit open living/dining spaces. Chef’s kitchen w/ Thermador appliances, quartz counters, waterfall island & stylish pendant lighting. Two rear decks connected by a stone patio - ideal for cookouts or morning coffee. First-floor bedroom & custom-ready mudroom complete the main level. Upstairs offers a laundry room & 5 spacious bedrooms w/ en-suite baths, including a luxurious primary suite w/ spa-like bath, double vanities & large front balcony. Finished lower level includes a huge family room, additional en-suite bedroom & two bonus rooms: perfect for home gym, office, or playroom. Stone driveway leads to oversized 2-car garage w/ high ceilings. South-facing & filled w/ natural light with top-tier finishes throughout. Minutes to Wellesley Center, parks, shops, etc

— MLSPIN #: 73412113

Map of 20 Oakland Street, Wellesley, MA 02481

Open Houses
Start Time: End Time: Comments:
08-02-2025 11:00 AM 08-02-2025 01:00 PM
08-03-2025 12:00 PM 08-03-2025 02:00 PM
20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481 20 Oakland Street, Wellesley, MA 02481
List Price:$3,690,000
Status:New
MLS ID:73412113
Town:Wellesley
County:Norfolk
Zip:02481
Property Type:Residential
Property Sub Type:Single Family Residence
Bedrooms:6
Full Baths:7
Half Baths:1
Living Area:6,499 sqft
Acres:0.66
Taxes:9,999
Appliances:Electric Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Cooling:Central Air
Flooring:Wood
Heating:Central
Parking Features:Attached, Paved Drive, Driveway
Status:Active
Water Source:Public
Year Built:2025
Roof:Shingle
Window Features:Insulated Windows
Directions:USE 365-367 WORCESTER STREET IN GPS!
Laundry Features:Second Floor
Foundation Details:Concrete Perimeter
Construction Materials:Frame
Listing Contract Date:2025-07-31
Cooling?:Yes
Garage?:Yes
Heating?:Yes
Lot Size Area:0.66
Lot Size Square Feet:28,669
Rooms Total:13
Architectural Style:Colonial
Bathrooms Total Integer:8
Attached Garage?:Yes
Basement:true
Basement:Full, Finished, Interior Entry, Sump Pump
Building Area Source:Other
Building Area Total:6,499
Community Features:Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access
Exterior Features:Deck, Patio, Balcony, Sprinkler System
Interior Features:Mud Room, Game Room, Exercise Room, Bonus Room, Bedroom
Living Area Units:Square Feet
Lot Size Units:Acres
Open Parking?:Yes
Parcel Number:5161105
Patio And Porch Features:Deck, Patio
Road Frontage Type:Private Road
Sewer:Public Sewer
Zoning:SR10
Covered Spaces:2
Elementary School:Schofield
Garage Spaces:2
High School:Wellesley
Middle Or Junior School:Wellesley
Year Built Source:Builder
Disclosures:Use 367 Worcester Street in GPS! Seller offering $30k credit towards build-out for custom closets. Taxes TBD. Snow removal costs for private road will be split with two neighboring properties.
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Color:Light grey
Comp Based On:Gross/Full Sale Price
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:4
Disclosure:Yes
Dpr Flag:No
Heat Zones:4
Laundry Dimen:11X11
Lead Paint:None
Listing Alert:No
List Price Per Sqft:$567.78
Page:250
Price Per Sqft:$567.78
Square Feet Disclosures:Square footage from architectural drawings.
Square Feet Incl Base:Yes
Original List Price:$3,690,000
Parking Total:3
Room Bathroom1 Area:72
Room Bathroom1 Features:Bathroom - Full
Room Bathroom1 Length:9
Room Bathroom1 Level:First
Room Bathroom1 Width:8
Room Bathroom2 Area:24
Room Bathroom2 Features:Bathroom - Half
Room Bathroom2 Length:8
Room Bathroom2 Level:First
Room Bathroom2 Width:3
Room Bathroom3 Area:108
Room Bathroom3 Features:Bathroom - Full, Bathroom - Double Vanity/Sink
Room Bathroom3 Length:12
Room Bathroom3 Level:Second
Room Bathroom3 Width:9
Room Bedroom2 Area:192
Room Bedroom2 Length:16
Room Bedroom2 Level:Second
Room Bedroom2 Width:12
Room Bedroom3 Area:168
Room Bedroom3 Length:14
Room Bedroom3 Level:Second
Room Bedroom3 Width:12
Room Bedroom4 Area:195
Room Bedroom4 Length:15
Room Bedroom4 Level:Second
Room Bedroom4 Width:13
Room Bedroom5 Area:234
Room Bedroom5 Length:18
Room Bedroom5 Level:Second
Room Bedroom5 Width:13
Room Dining Room Area:$400.00
Room Dining Room Length:20
Room Dining Room Level:First
Room Dining Room Width:20
Room Family Room Area:195
Room Family Room Length:15
Room Family Room Level:First
Room Family Room Width:13
Room Kitchen Area:266
Room Kitchen Length:19
Room Kitchen Level:First
Room Kitchen Width:14
Room Living Room Area:340
Room Living Room Length:20
Room Living Room Level:First
Room Living Room Width:17
Room Master Bathroom Features:Yes
Room Master Bedroom Area:273
Room Master Bedroom Length:21
Room Master Bedroom Level:Second
Room Master Bedroom Width:13
Tax Assessed Value:$999,999
Tax Year:2025
Year Built Details:Actual
Insulation Feature:Full

Disclaimer:

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

MLS Property Information Network, Inc. data last updated on August 01, 2025 11:39 PM

Property Last Updated: July 31, 2025 08:12 PM

Listing Courtesy of: Longwood Residential, LLC
Listing Agent: Michael Tinsley
508-769-2544